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2-(Naphthalen-1-yl)-4-(thiophen-2-ylmethylidene)-1,3-oxazol-5(4H)-one
The asymmetric unit of the title compound, C(18)H(11)NO(2)S, contains two crystallographically independent molecules. In one molecule, the oxazole and thiophene rings are oriented at dihedral angles of 17.40 (9) and 18.18 (7)° with respect to the naphthalene ring system, while the oxazole and thi...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120366/ https://www.ncbi.nlm.nih.gov/pubmed/21754719 http://dx.doi.org/10.1107/S1600536811016151 |
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author | Gündoğdu, Cevher Alp, Serap Ergün, Yavuz Tercan, Barış Hökelek, Tuncer |
author_facet | Gündoğdu, Cevher Alp, Serap Ergün, Yavuz Tercan, Barış Hökelek, Tuncer |
author_sort | Gündoğdu, Cevher |
collection | PubMed |
description | The asymmetric unit of the title compound, C(18)H(11)NO(2)S, contains two crystallographically independent molecules. In one molecule, the oxazole and thiophene rings are oriented at dihedral angles of 17.40 (9) and 18.18 (7)° with respect to the naphthalene ring system, while the oxazole and thiophene rings are oriented to each other at a dihedral angle of 0.86 (9)°. In the other molecule, the corresponding angles are 3.05 (8), 9.62 (6) and 7.02 (8)°, respectively. In each molecule, a weak intramolecular C—H⋯N hydrogen bond links the oxazole N atom to the naphthalene group. Weak intermolecular C—H⋯O hydrogen bonding is present in the crystal structure. π–π stacking between the oxazole and thiophene rings, between the thiophene and naphthalene rings, and between the oxaozole and naphthalene rings, [centroid–centroid distances = 3.811 (2), 3.889 (2), 3.697 (2) and 3.525 (2) Å] may further stabilize the crystal structure. |
format | Online Article Text |
id | pubmed-3120366 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-31203662011-07-13 2-(Naphthalen-1-yl)-4-(thiophen-2-ylmethylidene)-1,3-oxazol-5(4H)-one Gündoğdu, Cevher Alp, Serap Ergün, Yavuz Tercan, Barış Hökelek, Tuncer Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(18)H(11)NO(2)S, contains two crystallographically independent molecules. In one molecule, the oxazole and thiophene rings are oriented at dihedral angles of 17.40 (9) and 18.18 (7)° with respect to the naphthalene ring system, while the oxazole and thiophene rings are oriented to each other at a dihedral angle of 0.86 (9)°. In the other molecule, the corresponding angles are 3.05 (8), 9.62 (6) and 7.02 (8)°, respectively. In each molecule, a weak intramolecular C—H⋯N hydrogen bond links the oxazole N atom to the naphthalene group. Weak intermolecular C—H⋯O hydrogen bonding is present in the crystal structure. π–π stacking between the oxazole and thiophene rings, between the thiophene and naphthalene rings, and between the oxaozole and naphthalene rings, [centroid–centroid distances = 3.811 (2), 3.889 (2), 3.697 (2) and 3.525 (2) Å] may further stabilize the crystal structure. International Union of Crystallography 2011-05-07 /pmc/articles/PMC3120366/ /pubmed/21754719 http://dx.doi.org/10.1107/S1600536811016151 Text en © Gündoğdu et al. 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Gündoğdu, Cevher Alp, Serap Ergün, Yavuz Tercan, Barış Hökelek, Tuncer 2-(Naphthalen-1-yl)-4-(thiophen-2-ylmethylidene)-1,3-oxazol-5(4H)-one |
title | 2-(Naphthalen-1-yl)-4-(thiophen-2-ylmethylidene)-1,3-oxazol-5(4H)-one |
title_full | 2-(Naphthalen-1-yl)-4-(thiophen-2-ylmethylidene)-1,3-oxazol-5(4H)-one |
title_fullStr | 2-(Naphthalen-1-yl)-4-(thiophen-2-ylmethylidene)-1,3-oxazol-5(4H)-one |
title_full_unstemmed | 2-(Naphthalen-1-yl)-4-(thiophen-2-ylmethylidene)-1,3-oxazol-5(4H)-one |
title_short | 2-(Naphthalen-1-yl)-4-(thiophen-2-ylmethylidene)-1,3-oxazol-5(4H)-one |
title_sort | 2-(naphthalen-1-yl)-4-(thiophen-2-ylmethylidene)-1,3-oxazol-5(4h)-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120366/ https://www.ncbi.nlm.nih.gov/pubmed/21754719 http://dx.doi.org/10.1107/S1600536811016151 |
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